Tottenham is reportedly considering Man City's Jack Grealish as a target following an injury to winger Wilson Odobert. Grealish was a significant target for Tottenham back in 2019, and he had been interested in a move that was quickly dismissed by his then employers Aston Villa. Grealish eventually moved to City in a record-breaking £100 million transfer, but he has struggled to demonstrate his best form, despite the club's remarkable trophy success during that period. There is no indication of the potential fee involved, although Grealish remains under contract until 2027, suggesting he won't be available at a low price even though he is currently out of favor at City.

Tottenham are contemplating a potential transfer for Jack Grealish because of injury issues affecting their current wingers. Grealish had been a significant target for Tottenham in 2019, and he had shown interest in a move, which Aston Villa swiftly dismissed. He subsequently transferred to Manchester City in a record-breaking £100 million deal. Despite his limited impact at City, Tottenham have renewed their interest as he matches their need for a left winger.

Tottenham are keeping an eye on Jack Grealish's situation at Man City, as there is uncertainty regarding his future at the Premier League club for the 2025/26 season. Mick Brown, who previously worked as a Premier League scout, noted that Tottenham are interested in Grealish as they approach the 2025 summer transfer window. Although a transfer in January seems very unlikely, it could happen after the 2024/25 season. Brown pointed out that if City decides Grealish no longer fits into their plans, he might leave, and Tottenham considers him a potential solution to their tactical challenges.

Spurs are being linked with a surprise move to bring Jack Grealish to the club in 2025 amid suggestions his time at Manchester City is winding down. The 39-cap England winger was linked with a move to Spurs way back in 2019 – but they could be set for a second bite of the cherry with City’s stance on his exit coming to light.